data_6H4 # _chem_comp.id 6H4 _chem_comp.name "N-{2-[(5-chloro-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)oxy]phenyl}prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 Cl N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-08 _chem_comp.pdbx_modified_date 2017-02-10 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 464.947 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6H4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5J8I _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 6H4 C10 C1 C 0 1 Y N N -16.260 -49.241 -18.381 -2.170 1.590 -1.191 C10 6H4 1 6H4 C11 C2 C 0 1 Y N N -18.981 -48.632 -18.631 -3.619 -0.753 -0.867 C11 6H4 2 6H4 C12 C3 C 0 1 Y N N -18.140 -47.820 -17.858 -2.246 -0.806 -0.998 C12 6H4 3 6H4 C13 C4 C 0 1 Y N N -16.774 -48.129 -17.727 -1.518 0.365 -1.161 C13 6H4 4 6H4 C15 C5 C 0 1 Y N N -14.621 -47.585 -16.350 0.602 -0.638 -0.591 C15 6H4 5 6H4 C17 C6 C 0 1 Y N N -12.772 -46.832 -15.150 0.617 -2.457 0.823 C17 6H4 6 6H4 C18 C7 C 0 1 Y N N -12.219 -48.081 -15.258 1.999 -2.477 0.771 C18 6H4 7 6H4 C20 C8 C 0 1 Y N N -12.935 -49.079 -15.951 2.649 -1.525 -0.014 C20 6H4 8 6H4 C01 C9 C 0 1 N N N -21.715 -53.182 -22.032 -7.737 -0.436 1.888 C01 6H4 9 6H4 N02 N1 N 0 1 N N N -20.963 -52.385 -21.365 -8.139 0.150 0.603 N02 6H4 10 6H4 C03 C10 C 0 1 N N N -21.578 -51.189 -21.203 -7.755 -0.721 -0.517 C03 6H4 11 6H4 C04 C11 C 0 1 N N N -20.735 -50.242 -20.315 -6.229 -0.817 -0.584 C04 6H4 12 6H4 C05 C12 C 0 1 N N N -19.753 -52.235 -22.024 -7.573 1.496 0.438 C05 6H4 13 6H4 C06 C13 C 0 1 N N N -18.769 -51.347 -21.246 -6.047 1.400 0.370 C06 6H4 14 6H4 N07 N2 N 0 1 N N N -19.339 -50.634 -20.108 -5.663 0.528 -0.749 N07 6H4 15 6H4 C08 C14 C 0 1 Y N N -18.449 -49.758 -19.278 -4.271 0.473 -0.887 C08 6H4 16 6H4 C09 C15 C 0 1 Y N N -17.109 -50.066 -19.164 -3.543 1.644 -1.055 C09 6H4 17 6H4 N14 N3 N 0 1 N N N -15.904 -47.244 -16.909 -0.124 0.310 -1.294 N14 6H4 18 6H4 N16 N4 N 0 1 Y N N -13.957 -46.625 -15.698 -0.043 -1.535 0.139 N16 6H4 19 6H4 CL19 CL1 CL 0 0 N N N -10.626 -48.422 -14.538 2.904 -3.667 1.654 CL19 6H4 20 6H4 O21 O1 O 0 1 N N N -12.365 -50.365 -16.055 4.002 -1.508 -0.095 O21 6H4 21 6H4 C22 C16 C 0 1 Y N N -12.871 -51.165 -17.112 4.588 -0.496 -0.789 C22 6H4 22 6H4 C23 C17 C 0 1 Y N N -14.103 -51.790 -16.999 5.018 -0.705 -2.090 C23 6H4 23 6H4 C24 C18 C 0 1 Y N N -14.597 -52.614 -18.059 5.613 0.325 -2.794 C24 6H4 24 6H4 C25 C19 C 0 1 Y N N -13.810 -52.804 -19.227 5.780 1.565 -2.205 C25 6H4 25 6H4 C26 C20 C 0 1 Y N N -12.563 -52.188 -19.340 5.353 1.781 -0.909 C26 6H4 26 6H4 C27 C21 C 0 1 Y N N -12.071 -51.373 -18.289 4.751 0.754 -0.197 C27 6H4 27 6H4 N28 N5 N 0 1 N N N -10.763 -50.731 -18.431 4.318 0.971 1.117 N28 6H4 28 6H4 C29 C22 C 0 1 N N N -9.580 -51.505 -18.778 3.842 2.178 1.479 C29 6H4 29 6H4 C30 C23 C 0 1 N N N -8.230 -50.810 -18.929 3.507 2.445 2.886 C30 6H4 30 6H4 C31 C24 C 0 1 N N N -8.020 -49.693 -17.805 3.037 3.637 3.243 C31 6H4 31 6H4 O32 O2 O 0 1 N N N -9.656 -52.664 -18.943 3.689 3.048 0.642 O32 6H4 32 6H4 N33 N6 N 0 1 Y N N -14.113 -48.790 -16.469 1.925 -0.627 -0.671 N33 6H4 33 6H4 H1 H1 H 0 1 N N N -15.210 -49.479 -18.293 -1.604 2.500 -1.318 H1 6H4 34 6H4 H2 H2 H 0 1 N N N -20.030 -48.393 -18.728 -4.186 -1.663 -0.741 H2 6H4 35 6H4 H3 H3 H 0 1 N N N -18.543 -46.951 -17.359 -1.739 -1.760 -0.982 H3 6H4 36 6H4 H4 H4 H 0 1 N N N -12.254 -46.039 -14.632 0.082 -3.185 1.416 H4 6H4 37 6H4 H5 H5 H 0 1 N N N -22.676 -53.303 -21.511 -6.655 -0.569 1.904 H5 6H4 38 6H4 H6 H6 H 0 1 N N N -21.892 -52.766 -23.035 -8.033 0.228 2.699 H6 6H4 39 6H4 H7 H7 H 0 1 N N N -21.222 -54.161 -22.123 -8.224 -1.403 2.015 H7 6H4 40 6H4 H9 H9 H 0 1 N N N -21.722 -50.723 -22.189 -8.176 -1.715 -0.365 H9 6H4 41 6H4 H10 H10 H 0 1 N N N -22.557 -51.350 -20.727 -8.135 -0.303 -1.449 H10 6H4 42 6H4 H11 H11 H 0 1 N N N -20.740 -49.247 -20.784 -5.852 -1.260 0.337 H11 6H4 43 6H4 H12 H12 H 0 1 N N N -21.219 -50.185 -19.329 -5.941 -1.440 -1.432 H12 6H4 44 6H4 H13 H13 H 0 1 N N N -19.300 -53.228 -22.162 -7.951 1.939 -0.484 H13 6H4 45 6H4 H14 H14 H 0 1 N N N -19.940 -51.778 -23.007 -7.861 2.118 1.285 H14 6H4 46 6H4 H15 H15 H 0 1 N N N -17.955 -51.987 -20.873 -5.626 2.394 0.218 H15 6H4 47 6H4 H16 H16 H 0 1 N N N -18.359 -50.602 -21.944 -5.668 0.982 1.303 H16 6H4 48 6H4 H17 H17 H 0 1 N N N -16.707 -50.932 -19.669 -4.051 2.597 -1.079 H17 6H4 49 6H4 H18 H18 H 0 1 N N N -16.243 -46.321 -16.729 0.332 0.936 -1.878 H18 6H4 50 6H4 H19 H19 H 0 1 N N N -14.694 -51.654 -16.105 4.890 -1.672 -2.553 H19 6H4 51 6H4 H20 H20 H 0 1 N N N -15.563 -53.089 -17.972 5.948 0.161 -3.808 H20 6H4 52 6H4 H21 H21 H 0 1 N N N -14.178 -53.427 -20.029 6.246 2.367 -2.760 H21 6H4 53 6H4 H22 H22 H 0 1 N N N -11.970 -52.332 -20.231 5.485 2.751 -0.451 H22 6H4 54 6H4 H23 H23 H 0 1 N N N -10.681 -49.745 -18.287 4.360 0.251 1.766 H23 6H4 55 6H4 H24 H24 H 0 1 N N N -7.508 -51.043 -19.698 3.642 1.673 3.629 H24 6H4 56 6H4 H26 H26 H 0 1 N N N -7.108 -49.114 -17.782 2.902 4.409 2.500 H26 6H4 57 6H4 H27 H27 H 0 1 N N N -8.790 -49.517 -17.068 2.791 3.833 4.277 H27 6H4 58 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 6H4 C01 N02 SING N N 1 6H4 C05 N02 SING N N 2 6H4 C05 C06 SING N N 3 6H4 N02 C03 SING N N 4 6H4 C06 N07 SING N N 5 6H4 C03 C04 SING N N 6 6H4 C04 N07 SING N N 7 6H4 N07 C08 SING N N 8 6H4 C26 C25 DOUB Y N 9 6H4 C26 C27 SING Y N 10 6H4 C08 C09 DOUB Y N 11 6H4 C08 C11 SING Y N 12 6H4 C25 C24 SING Y N 13 6H4 C09 C10 SING Y N 14 6H4 O32 C29 DOUB N N 15 6H4 C30 C29 SING N N 16 6H4 C30 C31 DOUB N N 17 6H4 C29 N28 SING N N 18 6H4 C11 C12 DOUB Y N 19 6H4 N28 C27 SING N N 20 6H4 C10 C13 DOUB Y N 21 6H4 C27 C22 DOUB Y N 22 6H4 C24 C23 DOUB Y N 23 6H4 C12 C13 SING Y N 24 6H4 C13 N14 SING N N 25 6H4 C22 C23 SING Y N 26 6H4 C22 O21 SING N N 27 6H4 N14 C15 SING N N 28 6H4 N33 C15 DOUB Y N 29 6H4 N33 C20 SING Y N 30 6H4 C15 N16 SING Y N 31 6H4 O21 C20 SING N N 32 6H4 C20 C18 DOUB Y N 33 6H4 N16 C17 DOUB Y N 34 6H4 C18 C17 SING Y N 35 6H4 C18 CL19 SING N N 36 6H4 C10 H1 SING N N 37 6H4 C11 H2 SING N N 38 6H4 C12 H3 SING N N 39 6H4 C17 H4 SING N N 40 6H4 C01 H5 SING N N 41 6H4 C01 H6 SING N N 42 6H4 C01 H7 SING N N 43 6H4 C03 H9 SING N N 44 6H4 C03 H10 SING N N 45 6H4 C04 H11 SING N N 46 6H4 C04 H12 SING N N 47 6H4 C05 H13 SING N N 48 6H4 C05 H14 SING N N 49 6H4 C06 H15 SING N N 50 6H4 C06 H16 SING N N 51 6H4 C09 H17 SING N N 52 6H4 N14 H18 SING N N 53 6H4 C23 H19 SING N N 54 6H4 C24 H20 SING N N 55 6H4 C25 H21 SING N N 56 6H4 C26 H22 SING N N 57 6H4 N28 H23 SING N N 58 6H4 C30 H24 SING N N 59 6H4 C31 H26 SING N N 60 6H4 C31 H27 SING N N 61 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 6H4 SMILES ACDLabs 12.01 "c2c(ccc(N1CCN(C)CC1)c2)Nc4ncc(Cl)c(Oc3ccccc3NC(\C=C)=O)n4" 6H4 InChI InChI 1.03 "InChI=1S/C24H25ClN6O2/c1-3-22(32)28-20-6-4-5-7-21(20)33-23-19(25)16-26-24(29-23)27-17-8-10-18(11-9-17)31-14-12-30(2)13-15-31/h3-11,16H,1,12-15H2,2H3,(H,28,32)(H,26,27,29)" 6H4 InChIKey InChI 1.03 WOQNVLPDIGPVKR-UHFFFAOYSA-N 6H4 SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(Nc3ncc(Cl)c(Oc4ccccc4NC(=O)C=C)n3)cc2" 6H4 SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(Nc3ncc(Cl)c(Oc4ccccc4NC(=O)C=C)n3)cc2" 6H4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN1CCN(CC1)c2ccc(cc2)Nc3ncc(c(n3)Oc4ccccc4NC(=O)C=C)Cl" 6H4 SMILES "OpenEye OEToolkits" 2.0.4 "CN1CCN(CC1)c2ccc(cc2)Nc3ncc(c(n3)Oc4ccccc4NC(=O)C=C)Cl" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 6H4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{2-[(5-chloro-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)oxy]phenyl}prop-2-enamide" 6H4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[2-[5-chloranyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]oxyphenyl]prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6H4 "Create component" 2016-04-08 RCSB 6H4 "Modify formula" 2016-04-12 RCSB 6H4 "Initial release" 2017-02-15 RCSB #